2,6-二甲基-4-硝基苯甲醚 | 14804-39-8

• 物质功能分类: 有机原料
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,6-二甲基-4-硝基苯甲醚
• 中文别名: 2,6-二甲基-4-硝基苯基甲醚；间二甲苯,2-甲氧基-5-硝基-；2-甲氧基-1,3-二甲基-5-硝基苯
• 英文名称: 2,6-dimethyl-4-nitroanisole
• 英文别名: 2-methoxy-1,3-dimethyl-5-nitrobenzene
• CAS: 14804-39-8
• 化学式: C₉H₁₁NO₃
• mdl: MFCD00024537
• 分子量: 181.191
• InChiKey: HSDNHFOJTRMGER-UHFFFAOYSA-N

物化性质

• 熔点：
  85-89°C
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  常温下应密闭避光保存，并保持通风干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methoxy-1,3-dimethyl-5-nitrobenzene
Synonyms: 4-Nitro-2,6-dimethylanisole

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Methoxy-1,3-dimethyl-5-nitrobenzene
CAS number: 14804-39-8

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C9H11NO3
Molecular weight: 181.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,6-二甲基-4-硝基苯甲醚 在 硫酸 作用下， 生成 2,6-二甲基-4-硝基苯酚
  参考文献：
  名称：

  Rowe; Bannister; Storey, Journal of the Society of Chemical Industry, 1931, vol. 50, p. 79 T

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二甲基大茴香醚 在 硫酸 、 硝酸 、 溶剂黄146 作用下， 反应 3.0h， 以68%的产率得到2,6-二甲基-4-硝基苯甲醚
  参考文献：
  名称：

  钯催化4-折叠多米诺反应合成聚合物双开关

  摘要：

  钯催化的4倍多米诺骨反应由两个碳钯反应和两个CH活化反应组成，然后引入丙烯酸酯部分，以二炔A3为底物导致四取代的螺旋烯烃A2。使用可逆加成-断裂链转移聚合（RAFT），将烯烃与丙烯酸丁酯共聚，得到所需的聚合物开关A1。

  DOI：

  10.1021/acs.orglett.8b00553
• 作为试剂：
  描述：

  2-6-二甲基-4-硝基苯胺 、 potassium carbonate 在 正己烷 、 2,6-二甲基-4-硝基苯甲醚 、 solid 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 2,6-二甲基-4-硝基苯甲醚
  参考文献：
  名称：

  Spiro derivatives as lipoxygenase inhibitors

  摘要：

  本发明涉及某些新型的螺环取代杂环衍生物。这些化合物可能在制造用于治疗通过脂氧合酶介导的疾病的药物组合物方面有用。它们也可能在制造用于治疗脂氧合酶介导的疾病的药物配方方面有用。

  公开号：

  US20060128790A1

文献信息

• Pd-Catalyzed <i>ipso</i>,<i>meta</i>-Dimethylation of <i>ortho</i>-Substituted Iodoarenes via a Base-Controlled C–H Activation Cascade with Dimethyl Carbonate as the Methyl Source
  作者：Zhuo Wu、Feng Wei、Bin Wan、Yanghui Zhang

  DOI：10.1021/jacs.0c13057

  日期：2021.3.31

  the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C–H methylation. With KOAc as the base, subsequent oxidative C(sp3)–H/C(sp3)–H coupling occurs; in this case, the overall transformation achieves triple C–H activation to form three new C–C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous

  甲基可以对有机分子的药理特性产生深远的影响。因此，开发甲基化方法和甲基化试剂在药物化学中是必不可少的。我们报告了使用碳酸二甲酯作为甲基源的邻位取代碘芳烃的钯催化二甲基化反应。在K的存在2 CO 3作为碱，iodoarenes是在二甲基化本位以及-元的碘基团，它代表一种新颖的策略的位上的元-C-H甲基化。以 KOAc 为碱，随后的氧化 C(sp 3 )–H/C(sp 3)–H 耦合发生；在这种情况下，整体转化实现了三重 C-H 激活，形成三个新的 C-C 键。这些反应可以方便地获得 2,6-二甲基苯酚、2,3-二氢苯并呋喃和茚满，它们是普遍存在的结构基序和生物和药理活性化合物的基本合成中间体。
• 2,4-Pyrimidinediamine Compounds and Their Uses
  申请人：Singh Rajinder

  公开号：US20150266828A1

  公开（公告）日：2015-09-24

  The present invention provides 2,4-pyrimidinediamine compounds that inhibit the IgE and/or IgG receptor signaling cascades that lead to the release of chemical mediators, intermediates and methods of synthesizing the compounds and methods of using the compounds in a variety of contexts, including in the treatment and prevention of diseases characterized by, caused by or associated with the release of chemical mediators via degranulation and other processes effected by activation of the IgE and/or IgG receptor signaling cascades.

  本发明提供了抑制IgE和/或IgG受体信号级联反应的2,4-嘧啶二胺化合物，该级联反应导致化学介质的释放，以及合成这些化合物的中介体和方法，以及在多种情况下使用这些化合物的方法，包括在治疗和预防由脱粒和其他由IgE和/或IgG受体信号级联反应激活引起的化学介质释放所表征、引起或相关的疾病。
• N-Heterocyclic Carbene-Catalyzed Truce–Smiles Rearrangement of <i>N</i>-Arylacrylamides via the Cleavage of Unactivated C(aryl)–N Bonds
  作者：Kosuke Yasui、Miharu Kamitani、Hayato Fujimoto、Mamoru Tobisu

  DOI：10.1021/acs.orglett.0c04281

  日期：2021.3.5

  We report on the N-heterocyclic carbene (NHC)-catalyzed Truce–Smiles rearrangement of aniline derivatives, in which an unactivated C(aryl)–N bond is cleaved, leading to the formation of a new C(aryl)–C bond. The key to the success of this reaction is the utilization of a highly nucleophilic NHC, which enables the formation of a highly nucleophilic ylide intermediate that is generated from an α,β-unsaturated

  我们报道了N-杂环卡宾（NHC）催化的苯胺衍生物的Truce-Smiles重排，其中未活化的C（芳基）-N键被裂解，导致形成新的C（芳基）-C键。该反应成功的关键是利用高度亲核的NHC，它能够形成由α，β-不饱和酰胺生成的高度亲核的叶立德中间体。
• Steric enhancement of resonance
  作者：V. Baliah、V.M. Kanagasabapathy

  DOI：10.1016/0040-4020(78)88438-5

  日期：1978.1

  energies for the alkaline hydrolysis of some substituted ethyl benzoates furnish evidence for the phenomenon of steric enhancement of resonance. For 3-substituted-4-alkoxybenzoic esters the rate constants calculated on the basis of the principle of additivity of substituent effects are appreciably higher than the observed values, indicating that the 3-substituent does not sterically inhibit the resonance

  某些取代的苯甲酸乙酯的碱水解的速率常数和活化能为共振的空间增强现象提供了证据。对于3-取代的4-烷氧基苯甲酸酯，根据取代基的加和原理计算的速率常数明显高于观察值，表明3-取代基没有空间抑制烷氧基和酯的共振相互作用分组，但实际上增强了它。解释了这种共振的空间增强的原因。还已经确定了一些N，N-二甲基苯胺与甲基碘的季铵化速率。观察到的4-烷氧基-3-甲基-N，N-二甲基苯胺的速率常数显着高于基于基团效应加和预测的值。因此，烷氧基与二甲基氨基的共振相互作用增强，从而提高了二甲基氨基的亲核性。在3-甲基-4-甲硫基-N，N-二甲基苯胺的情况下，也观察到类似的空间共振增强。
• 6-azauracil derivatives as IL-5 inhibitors
  申请人：——

  公开号：US20020042416A1

  公开（公告）日：2002-04-11

  The present invention is concerned with the use of compounds of formula 1 the N-oxides, the pharmaceutically acceptable addition salts and the stereochemically isomeric forms thereof, wherein p represents 0, 1, 2 or 3; q represents 0, 1, 2, 3 or 4; R 1 represents hydrogen, C 1-6 alkyl, mono- or di(C 1-6 alkyl)aminoC 1-6 alkyloxy, mercapto, C 1-6 alkylthio, C 3-7 cycloalkyl, aryl or C 1-6 alkyl substituted with mono- or di(C 1-6 alkyl)amino, C 1-6 alkyloxy, aryl or Het; R 2 represents cyano or a radical of formula —C(═X)—Y—R 5 ; wherein X represents O or S; Y represents O, S, NR 6 or a direct bond; R 5 represents hydrogen; C 3-7 cycloalkyl; aryl or optionally substituted C 1-6 alkyl; and where Y is a direct bond, R 5 may also be halo or Het; R 3 and R 4 each independently represents halo, haloC 1-6 alkyl, C 1-6 alkyl, hydroxy, C 1-6 alkyloxy, C 1-6 alkylcarbonyloxy, mercapto, C 1-6 alkylthio, C 1-6 alkylsulfonyl, C 1-6 alkylsulfinyl, haloC 1-6 alkylsulfonyl, aryl, cyano, nitro, amino, mono- and di(C 1-6 alkyl)amino or (C 1-6 alkylcarbonyl)amino; aryl represents phenyl or substituted phenyl; and Het represents an optionally substituted heterocycle; in the manufacture of a medicament useful for treating eosinophil-dependent inflammatory diseases. The invention also relates to novel compounds, their preparation and compositions comprising them.

  本发明涉及使用式1中化合物的N-氧化物，其医药上可接受的盐和立体化异构体形式，其中p代表0、1、2或3；q代表0、1、2、3或4；R1代表氢、C1-6烷基，单或双(C1-6烷基)氨基C1-6烷氧基，巯基，C1-6烷基硫基，C3-7环烷基，芳基或C1-6烷基，其被单或双(C1-6烷基)氨基，C1-6烷氧基，芳基或Het取代；R2代表氰基或式—C(═X)—Y—R5的基团；其中X代表O或S；Y代表O、S、NR6或直接键；R5代表氢；C3-7环烷基；芳基或可选择取代的C1-6烷基；当Y是直接键时，R5也可以是卤素或Het；R3和R4分别独立地代表卤素，卤素C1-6烷基，C1-6烷基，羟基，C1-6烷氧基，C1-6烷基羰氧基，巯基，C1-6烷基硫基，C1-6烷基磺酰基，C1-6烷基亚砜基，卤素C1-6烷基磺酰基，芳基，氰基，硝基，氨基，单或双(C1-6烷基)氨基或(C1-6烷基羰基)氨基；芳基代表苯基或取代苯基；Het代表可选择取代的杂环；用于制备用于治疗依赖嗜酸性粒细胞的炎症性疾病的药物。该发明还涉及新化合物、其制备以及包含它们的组合物。

表征谱图